Trimethylsilyl isocyanate → HCID 66758033, compound

HRID 242623Notes

Reaction equation

HRID 242623 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][C@@H:10]([NH:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[CH2:9]1)=O)(C)(C)C.C[Si]([N:26]=[C:27]=[O:28])(C)C>C(Cl)Cl.C(O)(C)C>[Cl:21][C:18]1[CH:17]=[CH:16][C:15]([CH2:14][N:13]([C@@H:10]2[CH2:11][CH2:12][NH:8][CH2:9]2)[C:27]([NH2:26])=[O:28])=[CH:20][CH:19]=1

Participants

5

Reactant 2

HCID 70696Trimethylsilyl isocyanateHCID 66757904HCID 66757904, compound

Product 1

HCID 66758033HCID 66758033, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolCatalystHCID 6344DichloromethaneSolvent

Procedure

(R)-3-(4-Chloro-benzylamino)-pyrrolidine-1-carboxylic acid tert-butylester (0.690 g, 2.2 mmol) was dissolved in CH2Cl2 with a few drops of isopropanol and trimethylsilylisocyanate (0.365 mL, 2.6 mmol) were added. The solution was allowed to stir at room temperature for 12 h, the reaction was concentrated down and used directly in the next reaction. ESI-MS m/z: 354 (M+1), retention time 2.15.

Workup

  1. additionwere added
  2. concentrationthe reaction was concentrated down and
  3. customused directly in the next reaction

Sources & evidence

ORD record
ord-a6b23d2a4cf2441aad53eda039b0361f
Source dataset
uspto-grants-2014_02
Patent number
US08653096B2

Reaction notes

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